They just helped me find the issue in my configuration profile. So, making sure to be on Jamf Connect 2.27 with the right config profile fixed this issue for us. We also found upon using Login Window settings in a configuration profile would break JAMF Connect but I'm not totally sure if that's related. I would reach out to Jamf Support chat if you could.

i was literally just thinking about login profs possibly messing with jconnect. i noticed now that Azure logins are 100% broken after 10 minutes of the mac coming back from enrollment. i have now noticed that if you select local login you can then get logged in via the mobile account that gets created. it has to be as you say either jamf connect prof or something else. ill open a ticket with them and see. i feel like its close! thanks!